In this episode, Rich reconnects with Timothy Hayden for a grounded, wide-ranging conversation about discipline, education, and the culture shaping modern America. The two discuss daily habits like journaling and meditation, how discipline creates freedom, and why overthinking is the silent struggle of our time. From reflections on “cookie cutter America” and the emptiness of profit-driven culture to the books that reshaped Timothy’s life in prison—including As a Man Thinketh and The Count of Monte Cristo—this conversation blends philosophy, practicality, and personal growth. Together, they also begin discussing their next collaborative book, Two Views, One Vision: Mind & Consciousness. It’s a reflective dialogue about awareness, purpose, and the courage to build a new way of thinking in a changing world. Timothy on Instagram: https://www.instagram.com/__timmay3/ Subscribe to the email newsletter for inspiration, self-development, & updates

In this unfiltered episode of Rich Conversations, Rich sits down with Cousin Frank in the farm shed for a raw, late-night talk about life, purpose, and what it means to live well. The two dive into perfectionism—when it helps, when it holds us back—and how society’s obsession with comfort and convenience has dulled our sense of purpose. They explore topics like smartphones, discipline, consumer culture, and the quiet wisdom of “old timers.” From reflections on family and legacy to the loneliness of modern life, this episode blends humor, honesty, and philosophy in equal measure. Recorded by lantern light, it’s a reminder that the best conversations don’t need polish—they just need presence.

In this Rich Reflections session, Rich invites listeners into an early-morning meditation on curiosity, creativity, and energy. From candlelit writing at 3:42 a.m. to reflections on caffeine habits among history’s greatest minds, the episode explores how we fuel our bodies and minds for the work that matters most. Rich shares insights from The Hero with a Thousand Faces, The Tao Te Ching, and the unexpected recommendations of ChatGPT—using them as jumping-off points to ask what books, habits, and thoughts expand our own perspective. With humor, grounded philosophy, and a farmer’s eye for clarity, this session encourages you to ask: what’s worth my energy, and how am I choosing to feed my mind? Subscribe to the email newsletter for inspiration, self-development, & updates: https://richhebron.com/ Questions from this session: What are we grateful for? What is a time of day or environment that makes us feel good and empowered? What is something we could benefit from getting clearer on? What are our observations with caffeine? What is our consumption of audio like? What have our dreams been lately? What’s our interpretation? What are 3 books that we could read to expand our perspective most? What are we energized for? What thoughts or habits are we practicing lately? How will we pursue our curiosity in the next week?

In this Rich Reflections session, Rich explores everything from spider webs and wild hawks to the power of publishing and the politics of personal bias. Set against the rhythms of farm life and the coming harvest season, the episode invites us to examine our patterns—what we avoid, what we collect, and what we truly value. He reflects on designing books, learning tools like InDesign over the past years, and his creative relationship with Paris—from coasters and cultural appreciation to asset-gathering for future art. Rich also discusses procrastination, the depth behind our dislikes, and the distinction between speed and velocity. With quiet observations about nature, honest self-reflection, and exciting updates on new book releases, this session is a grounded and expansive meditation on doing the work, following your curiosity, and leaning into the things we often resist. As always, the session ends with a powerful reminder: clarity fuels velocity. Subscribe to the email newsletter for inspiration, self-development, & updates: https://richhebron.com/ Questions from this session: What are we grateful for? What’s a relationship we have that would surprise someone? What is a goal we have? What is an obstacle to advance? How would we analyze our personality? What are our greatest skills? What music are we listening to lately? What skill surprised us? What items do we intentionally have placed in our space to frame our mindset? In our time, what is an invention we appreciate exists? What’s something we have been putting off that we could do right now? What are we energized for in the next week?

In this moving and energizing episode of Rich Conversations, Rich is joined once again by co-author Timothy Hayden II as they reflect on their journey co-creating their four-book philosophy series, Two Views, One Vision. With Book Two now published, they open up about what it means to live with intention—through strict routines, evolving relationships, personal milestones, and the quiet grind behind meaningful work. Timothy shares powerful insights on post-prison growth, the discipline of writing, the cost of true ambition, and the loneliness that can come with choosing purpose over comfort. The duo also dive into ego, curiosity, inner critics, and the importance of not just dreaming—but doing. From Friday nights in the gym to Phil Jackson’s lessons on egoless leadership, this is a raw and real episode about building legacy one decision at a time. Together, they begin shaping Book Three—inviting listeners into their creation process and revealing how deep reflection fuels deep creation. Timothy on Instagram: https://www.instagram.com/__timmay3/ Subscribe to the email newsletter for inspiration, self-development, & updates

In this Rich Reflections session, Rich invites us into a moment of stillness and clarity as he reflects on life, habits, and creative flow. From tidying cluttered drawers and adjusting posture, to navigating the challenges of digital growth and the beauty of September walks in the woods—this episode is about making small shifts that ripple into greater clarity and momentum. He opens up about experimenting with TikTok, balancing tangible and intangible work, and the importance of social alignment—asking us to examine who we allow to influence our lives. The conversation touches on design, French jazz, personal growth, and even the philosophical roots of what we hate—and why leaning into it might lead us somewhere powerful. A timely reminder that clarity leads to velocity—and sometimes the path forward starts by doing the opposite of what’s no longer working. Subscribe to the email newsletter for inspiration, self-development, & updates: https://richhebron.com/ Questions from this session: 1. What're we grateful for? 2. How's our posture? 3. What's something we acknowledge about our self that's not a strength? 4. What should we be doing differently? 5. What could we be clearer on? 6. What've we been doing for movement and exercise, helping our body? 7. Who are the five people we allow our self to be influenced by most? 8. If we were to prescribe a habit for our self over the long term, what would it be? 9. What do we hate? Explore that. 10. What're we curious about recently? 11. What're we energized for in the next week?

In this episode of Rich Conversations, we sit down with novelist and children’s book author Mariana Narváez in the heart of Mexico City. We talk about what makes the city so magical—from jacaranda trees to its thriving café culture—before diving into Mariana’s creative journey. She shares how heartbreak led her from anonymous Instagram poetry posts to writing a 300-page novel in her iPhone notes app, how she crafts children’s books inspired by her nieces, and how therapy shaped her ability to embrace authenticity in her art and life. We explore the differences between being a writer and becoming an author, the value of critique, and why good stories often come from bad decisions. It’s a thoughtful and inspiring conversation on expression, growth, and creating art that lasts. Recorded in Mexico City 25.04.01 Mariana on Instagram Subscribe to the email newsletter for inspiration, self-development, & updates: https://richhebron.com/ 

With curiosity as a compass, Rich invites listeners to examine the words we use (like “try” vs. “do”), the devices we hold, and the animals we observe. He reflects on treating everyday tasks—like mowing the lawn or adjusting to seasonal change—as forms of art, and ends with a call to experiment: What if the things we think are hard… are actually easy? A meditative, grounded episode on clarity, reframing resistance, and inspiring the future—one deep breath at a time. Subscribe to the email newsletter for inspiration, self-development, & updates: https://richhebron.com/ Questions from this session: 1. What're we grateful for? 2. What phone did we like the most? 3. What patterns have we been noticing in conversations? 4. What's a learning curve recently? 5. What's a word to remove from our vocabulary? 6. What've we observed from animals in nature recently? 7. What're we looking forward to this fall? 8. What's our least favorite season? 9. What do we consider art that others would not? 11. What was our favorite social interaction recently? 12. What's something hard we can reframe as easy? 13. What're we energized for in the next week?

In this joyful and expansive episode of Rich Conversations, Rich sits down with Mexican photographer Alejandra Carreño in the artistic neighborhood of Coyoacán. They explore the essence of capturing human connection through photography, from weddings and portraits to personal projects with her grandmothers. Alejandra shares her philosophy on light, emotion, and waiting for the right moment—and why the best photos are born from presence, not perfection. They also discuss life in Mexico City: its creative energy, street markets, food culture, community spirit, and unique rhythm of daily life. The conversation flows through travel, music (Afrohouse to French disco), digital connection, dating apps, and Alejandra’s curiosity about her own evolving future. This is an uplifting episode about artistry, awareness, and saying yes to life. Alejandra on Instagram

In this Rich Reflections session, Rich checks in from Chicago’s Lurie Garden on the final weekend of summer. Amid Lake Michigan air and city sounds, he explores what it means to shift seasons—mentally, emotionally, and creatively. From three espresso shots and finishing three new books for Blue Byron Books, to the importance of fundamentals, curiosity, and giving yourself the green light—this is a thoughtful, calming, and empowering reflection on how to live with clarity and momentum. He also shares practical habits (like how he organizes notebooks), talks about investments under $200 that yield the highest value (shoutout to the Art Institute), and reminds us: with clarity, you move fast. Come breathe, reflect, and refocus with us—your future self will thank you. Subscribe to the email newsletter for inspiration, self-development, & updates: https://richhebron.com/ Questions from this session: 1. What're we grateful for? 2. What's an organizational system we have? 3. What's something we've learned from a friend that we appreciate? 4. What advice would we give our younger self? 5. What's one big thing we could do to accelerate our goals? 6. What's our mindset right now? 7. What's energizing us recently? 8. What do we feel empowered for? 9. What will we give our self permission to do? 10. What investment under $200 this year has given us the most value? 11. What're we curious about recently? 12. What're we energized for next week?

In this Rich Reflections session, we begin with intentional breathing and ease into a wide-ranging reflection on presence, momentum, and clarity. Rich shares his gratitude for creative collaborators and the evolution of relationships, celebrates the release of two new albums (Velvet & Voltage and Electric Heels), and reflects on his routine in rural Wisconsin—cutting grass, smoking a celebratory cigar, and shooting arrows under oak trees. He dives into the contrast between city and country life, the importance of designing your space with intention, and how clarity fuels productivity. With observations on Spotify, notebooks, espresso-fueled mornings, and footballs lost in the woods, this episode is a celebration of living with direction—of hitting the bullseye in your daily life. Subscribe to the email newsletter for inspiration, self-development, & updates: https://richhebron.com/ Questions from this session: 1. What're we grateful for? 2. What have we become very aware of recently? 3. What's a local or favorite spot of ours to celebrate? 4. Are we using our mind to store information or process information? 5. What's our favorite season? 6. Did we do this summer what we aspired for? 7. What kind of designed furniture do we prefer? 8. What're we curious about recently? 9. What's our preferred way to listen to music? 10. What're we energized for in the next week?

In this candid conversation, Timothy Hayden shares the discipline, vision, and perseverance that carried him from prison life to holding his first published book. He talks about the strict daily schedule that keeps him focused, the mental challenges of lockdowns, and the deep meaning of belonging explored in Two Views, One Vision. Timothy reflects on the power of proving doubters wrong, the lessons of patience learned behind bars, and the joy of collaborating on a beautifully designed book series. Along the way, the discussion ranges from the Dred Scott decision to Tom Brady’s “next ring” mindset—reminding us that purpose is about more than a single win; it’s about showing up again and again for the life you’re building. Timothy on Instagram: https://www.instagram.com/__timmay3/ Subscribe to the email newsletter for inspiration, self-development, & updates

In this Rich Reflections session, Rich weaves together childhood memories, nature observations, and current creative projects to explore how inspiration sticks with us. From recalling the energy and games of playground days to noticing turkeys moving like dinosaurs on the farm, he draws connections between curiosity and creative fuel. Rich shares updates on book writing, music releases, and the habits that keep ideas flowing. Along the way, he asks questions about what you’re grateful for, where your curiosity is leading you, and which small wins are worth celebrating. It’s part nostalgia, part creative check-in—a reminder that the seeds of our best ideas are often planted in everyday life. Subscribe to the email newsletter for inspiration, self-development, & updates: https://richhebron.com/ Questions from this session: 1. What're we grateful for? 2. What have we observed recently about nature? 3. What's an outlier connection we have that most people wouldn't guess? 4. Are we a good standardized test taker? What immeasurable skills do we possess? 5. What's our morning routine like? How would we make adjustments? 6. How often does our attention veer? Is it additive or a distraction? 7. What're we curious about recently? 8. What's something we noticed or learned about our self recently? 9. What're we energized for in the next week?

In this inspiring conversation, Timothy Hayden reflects on his journey from incarceration to becoming a published author. He shares the excitement of holding his first book, the discipline and visualization practices that kept him focused, and the philosophy that drives his work today. We explore the value of time over money, the role of momentum in creative pursuits, and the mindset shift required to turn visions into reality. It’s a candid, thoughtful look at purpose, resilience, and building a life that outlives you. Timothy on Instagram: https://www.instagram.com/__timmay3/ Subscribe to the email newsletter for inspiration, self-development, & updates

In this week’s Rich Reflections, Rich invites listeners to slow down, take a breath, and recalibrate. After a whirlwind stretch of publishing 6 books and releasing 7 albums in one week, he reflects on the importance of stepping back—not to stop, but to notice. Through questions about gratitude, energy, creativity, and what you’d do with your first million, Rich explores how presence reshapes ambition. He shares thoughts on what makes life feel rich, why writing things down brings clarity, and how doing the opposite of what’s expected can open new doors. If you’re looking to reconnect with your purpose, rediscover joy in the process, or simply breathe with intention, this episode offers a grounded space to reflect and re-center. Subscribe to the email newsletter for inspiration, self-development, & updates: https://richhebron.com/ Questions from this session: 1. What're we grateful for? 2. When was the last time we stepped back? 3. What would we do with an infusion of $1 million? 4. When was the last time we felt proud to help another on their journey? 5. What's something people tell us to do but we do the opposite? 6. What would we do if nothing is impossible? 7. What's fun to us that feels like work to others? 8. When was the last time we felt truly alive and present? 9. What're we energized for in the next week?

In this powerful and reflective conversation, Rich sits down with Timothy Hayden to talk about the six-year journey that led to their upcoming book, Two Views, One Vision: Core Values & Beliefs. From the grind of handwritten drafts to the joy of collaboration, the two explore writing as both therapy and transformation. Timothy shares his lived wisdom from incarceration to authorship—highlighting discipline, staying grounded, and the power of belief. They dive into James Allen's philosophy, the difference between speed and velocity, and why showing up with intention changes everything. Whether you're building something new or seeking deeper purpose, this episode is a testament to self-development, creative focus, and the people you meet along the way. Timothy on Instagram: https://www.instagram.com/__timmay3/ Subscribe to the email newsletter for inspiration, self-development, & updates: https://richhebron.com/

In this Rich Reflections session, Rich invites listeners into a mindful, meandering meditation on summer energy, creative momentum, and the beauty of small progress. Recorded outside near a pond, the episode opens with five minutes of breathing before flowing into reflections on gratitude, environments that spark creativity, and how we notice change—whether it’s the speed of setting up a tent or the evolution of lawn chairs. Rich shares personal updates on writing books, making music, and the joy of staying curious. With questions about generational identity, presence, and tasting your food (really tasting it), this episode is a blend of philosophy, humor, and grounded self-awareness. A perfect listen for anyone looking to reset, slow down, and keep showing up. Subscribe to the email newsletter for inspiration, self-development, & updates Questions from this session: 1. What're we grateful for? 2. What's something consistent in our life that brings us joy? 3. What's our favorite place to be creative? 4. What material item do we feel has improved dramatically in our lifetime? 5. What's our assessment of our generation (general notes, strengths, areas of improvement)? 6. What's are we grateful for in terms of our health? 7. Would breathing and a sense of humor help us in life? 8. Being present right now, what are we aware of and recognize? 9. What're we curious about recently? 10. What're we energized for in the next week?

In this Rich Reflections session, Rich shares a soulful mix of stories, questions, and observations from life on the farm—ranging from rescuing a stubborn baby bird to becoming the most prolific music artist of the 21st century (yes, really). He explores how small, quiet practices like breathing, noticing nature, and asking good questions can ripple outward into major creative momentum. With reflections on modern distractions, energy drinks, slow institutions, and the underrated power of curiosity, this episode is a reminder that showing up—even when it feels boring—can lead to extraordinary outcomes. Tune in for thoughts on presence, focus, tire-flipping workouts, and what the future might say about the present. Subscribe to the email newsletter for inspiration, self-development, & updates Questions from this session: 1. What're we grateful for? 2. What's an interesting interaction we've had with nature lately? 3. What's our most recent feat? 4. What's something small we should do but haven't gotten around to yet? 5. What's something we think the future will question about the present? 6. What's a pet peeve of ours? 7. How do we feel about prolonged screen time? 8. What're we curious about recently? 9. What're we energized for in the next week?

In this wide-ranging episode, Rich is joined by Timothy Hayden for a grounded and energizing conversation about movement, routine, and the power of discomfort. From early morning gym sessions to yoga’s surprising mental clarity, they explore how intentional habits shape not just the body, but the mind. The two reflect on the value of stretching—physically and philosophically—and why our greatest growth often comes from the things that challenge us most. With personal stories, reflections on ancient wisdom, and insights into discipline, spirituality, and creative focus, this episode invites listeners to rethink what it means to live fully, grow intentionally, and stay present. Whether it’s flipping tires, sleeping on the floor, or writing your way through resistance—this conversation is a reminder that the path to becoming is paved with discomfort, honesty, and a little bit of fun. Timothy on Instagram: https://www.instagram.com/__timmay3/ Subscribe to the email newsletter for inspiration, self-development, & updates:  https://richhebron.com/

In this summer edition of Rich Reflections, Rich invites you to pause, breathe, and recalibrate. Set against the peaceful rhythm of farm life, this episode explores how small moments—like walking up stairs or sipping coffee in Times Square—can carry profound meaning when we’re present enough to notice them. From shifting our mindset from “work” to “play” to asking what we’re saying yes to (and what we need to say no to), it’s a gentle meditation on gratitude, freedom, and managing the weight we carry. With questions to spark reflection and stories that anchor big ideas in everyday life, this session encourages us to slow down, take stock, and live with more clarity and intention. Subscribe to the email newsletter for inspiration, self-development, & updates Questions from this session: 1. What're we grateful for? 2. What things or people can we say no to? 3. What's something big we can deconstruct? 4. What's something we refer to as work but could refer to as play? 5. What in life do we appreciate we're free to do? 6. Where's the last touristy place we've been? 7. Do we process and organize files and life consistently? A system? 8. What do we visualize as the best way to spend Fourth of July? 9. What're we energized for in the next week?